A New Cycloaddition Profile for ortho-Quinone Methides: Photoredox-Catalyzed [6+4] Cycloadditions for Synthesis of Benzo[b]cyclopenta[e]oxepines

2022 ◽  
Author(s):  
Kenta Tanaka ◽  
Yosuke Asada ◽  
Yujiro Hoshino
Keyword(s):  
Visible Light ◽  
Cycloaddition Reactions ◽  
Quinone Methides

Visible-light-induced [6+4] cycloaddition reactions of ortho-quinone methides have been developed. The reaction of ortho-quinone methides with pentafulvenes in the presence of a thioxanthylium photoredox catalyst afforded benzo[b]cyclopenta[e]oxepines. The present reaction...

Chemoselective acid-catalyzed [4 + 2]-cycloaddition reactions of ortho-quinone methides and styrenes/stilbenes/cinnamates

2020 ◽  
Vol 18 (43) ◽  
pp. 8854-8866
Author(s):  
Kornkamon Akkarasereenon ◽  
Kassrin Tangdenpaisal ◽  
Somsak Ruchirawat ◽  
Poonsakdi Ploypradith
Keyword(s):  
Cycloaddition Reactions ◽  
Quinone Methides ◽  
Acid Catalyzed

Chemoselective [4 + 2]-cycloaddition reactions between o-QMs and different olefins—styrenes, stilbenes, and cinnamates—yielded distinct cycloadducts in moderate to good yields.

Visible Light Mediated Cycloaddition Reactions

2018 ◽  
pp. 129-158
Author(s):  
Scott Morris ◽  
Theresa Nguyen ◽  
Nan Zheng
Keyword(s):  
Visible Light ◽  
Cycloaddition Reactions

Visible Light-Mediated [2 + 2] Cycloaddition Reactions of 1,4-Quinones and Terminal Alkynes

2019 ◽  
Vol 84 (14) ◽  
pp. 8948-8958 ◽  
Author(s):  
Shaista Sultan ◽  
Muneer-ul-Shafi Bhat ◽  
Masood Ahmad Rizvi ◽  
Bhahwal Ali Shah
Keyword(s):  
Visible Light ◽  
Cycloaddition Reactions ◽  
Terminal Alkynes

scholarly journals Reversal of reaction type selectivity by Lewis acid coordination: the ortho photocycloaddition of 1- and 2-naphthaldehyde

2019 ◽  
Vol 10 (37) ◽  
pp. 8566-8570 ◽  
Author(s):  
Simone Stegbauer ◽  
Noah Jeremias ◽  
Christian Jandl ◽  
Thorsten Bach
Keyword(s):  
Visible Light ◽  
Lewis Acid ◽  
Visible Light Irradiation ◽  
Lewis Acids ◽  
Light Irradiation ◽  
Cycloaddition Reactions ◽  
Reaction Type ◽  
Photochemical Behaviour

Lewis acids, such as AlBr3, completely alter the photochemical behaviour of naphthaldehydes. Instead of typical carbonyl photochemistry, the aldehydes undergo cycloaddition reactions at the arene core upon visible-light irradiation.

Visible light induced intermolecular [2+2]-cycloaddition reactions of 3-ylideneoxindoles through energy transfer pathway

Tetrahedron ◽  
2012 ◽  
Vol 68 (34) ◽  
pp. 6914-6919 ◽  
Author(s):  
You-Quan Zou ◽  
Shu-Wen Duan ◽  
Xiang-Gao Meng ◽  
Xiao-Qiang Hu ◽  
Shuang Gao ◽  
...  
Keyword(s):  
Energy Transfer ◽  
Visible Light ◽  
Cycloaddition Reactions ◽  
Energy Transfer Pathway
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